2026 Fall Outfit Trends

STYLE SPOTLIGHT

Women's Denim Bottoms

Fall Sweaters & Cardigans

Women's Jackets

2025 Fall Outfit Ideas You Can Wear Now

Refresh your closet with new fall outfits and the latest dresses for fall from Windsor! Showcase your chic style in the cutest clothes, shoes, and accessories. Fall is the season for transitional clothing and stylish layering. Explore fall dresses in mini, midi, and long silhouettes to make for the perfect Thanksgiving outfits. Shop adorable sweater dresses, ruched dresses, romantic floral dresses, preppy plaid dresses, animal print dresses, and trendy dresses with marble or swirl print designs. Level up your Homecoming and holiday party looks with stunning dresses in satin, mesh, lace, velvet, crepe, or knit fabrications in new colors for 2025.

Get major outfit inspo with Windsor’s collection of fall clothes and the latest fall trends in women's fashion. Shop key neutrals as well as rich fall tones including burgundy, plum, hunter green, olive green, navy blue, oatmeal brown, and rust. Step up your casual looks with comfy sweaters that can be dressed up or down. Discover cropped sweaters, cardigans, long dusters, and relaxed-fitting sweaters in the coziest of fabrics that you'll love styling for work or school, a holiday party, or a bridal shower. Style with dark wash denim and ankle booties for the day, and faux leather leggings and combat boots for the night. Layer on trendy flannels and shackets to your everyday outfits to bring the chill vibes. Explore on-trend shackets with oversized fits and stylish plaid prints. For a bit of a dressier look, layer on fall jackets like fitted or oversized blazers, flowy dusters, or long trench coats.

No fall closet is complete without women’s jeans and the latest fall bottom trends! Go for skinny or flare jeans in a medium wash, dark wash, or black jeans to complement the fall season. Shop trendy jeans and denim skirts to create cute looks for back-to-school or college outfits. Style the latest skirts in soft knits, faux leather, and faux suede with your favorite fall tops. Plaid mini skirts are a major fall fashion staple. Pair your favorite skirts with crop tops, bodysuits, blouses, and sweaters. For a sleek and chic vibe, discover leggings, joggers, and pants in faux leather. These styles will instantly elevate any fall outfit. Style up your workwear with a cute paperbag and tie-waist pants with fitted or flared hems. Discover trendy jumpsuits and catsuits that will step up your fall style too! Shop streamlined catsuits perfect for nights out, and wide-leg jumpsuits for fall parties.

Complete your fall outfits with the best accessories. Shop on-trend boater hats, Panama hats, and cabby hats you can wear to fall festivals along with ankle booties, lug sole boots, or combat boots. Discover chain-link necklaces, hoop earrings, and sleek ring packs to glam up your autumn looks. Style your denim, skirts, and dresses with belts in classic, simple designs as well as with trendy statement buckles. For a polished look from head to toe, go for below-the-knee, knee-high, over-the-knee, and thigh-high boots to level up your fall shoe wardrobe. Find ankle boots with chains and cowboy boots to go with your favorite fall floral dresses. Keep all of your essentials on hand in the cutest clutches, handbags, and crossbody purses with quilted faux leather detailing. Windsor has the best selection of women’s fall fashion to create casual to dressy looks you’ll absolutely adore.

  • Fall Ready Faux Suede Mini Skirt
    Be totally fall ready with this must have mini skirt. It features a high rise waist, multi seam detailing dwon the front and back, a back zipper closure, and a short, form hugging fit. The techno faux suede fabric offers moderate stretch.

    Style Number/Barcode: 06501-0099

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Down To Business Belted Trench Coat

    Get down to business 'cause you a boss! Make some power moves in this stylish trench coat. 

    Fits & Features 

    • Zip Front Closure
    • Long Sleeves
    • Mock Neckline
    • Buttoned Breast Lapels & Shoulders
    • Removable Belt At Mid Waist I Slant Hand Pockets
    • Flared Hem I Slit At Center Front 
    • Crepe Composition 

     

    Red: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small

    Burgundy: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06204-0147

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Workin' Woman Velvet Burnout Duster

    Bring some sultry vibes to your look. A duster is a good way to amp up that 9-5 outfit. This duster features an open design with long sleeves and a hem that is almost floor length. It is composed of a mesh material that offers moderate stretch and shows off a velvet floral burnout pattern.

    Model is 5'8" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

    Style Number/Barcode: 06202-0033

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Easy Going Wide Leg Trousers

    For an easy going yet formal style these trousers are definitely a go to. They feature a high waist line, with a thick double looped attached belt that has a circular pin buckle closure as well as a zipper. Trousers have long square pockets and a wide leg. They are composed of a lightweight linen material that offers a relaxed fit.

    Style Number/Barcode: 06402-0109

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Spot Leopard Print Poncho

    Not to put you on the spot but we are diggin your style doll! Top it all off with a warm fringe leopard print poncho!

    Fit & Features

    • Open front
    • Fringe edges
    • Leopard print pattern
    • Over-sized Fit 

    Style Number/Barcode: 06204-0163

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Plaid And Simple Long Coat

    Keep it simply chic with captivating plaid! The coat features a flat collar with lapel accent, long sleeves, a cinching tie waist belt with loops, a multi button down front and a knee length. The all over plaid pattern is perfect for mixing with your favorite layers this season! 

     

    Style Number/Barcode: 06204-0169

    Category Name: 2026 Fall Outfit Trends

    Price: $21.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Knit Sleeve Camo Jacket

    Just because you are keeping it casual doesn't mean you have to compromise your style! This chill fall jacket is designed with sweater sleeves, hood, and a cotton like camo bodice. Jacket has the traditional side pockets, and metal functioning buttons down the center.

    Model is 5'8" with a 34" bust,  24" waist and 34" hips. She is wearing a size small.  

     

    Style Number/Barcode: 06204-0162

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Basic Button Knit Midi Dress

    Keep it basic with cute buttons! The midi dress features a sleeveless bodice, a plunging V neckline with a multi button down front, spaghetti straps and a midi length silhouette with a high side slit. Dress is composed of ribbed knit fabric that offers a relaxed fit with a moderate stretch. 

    Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0352

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flyin' First Class Faux Suede Trench Coat

    You have got a first class style babe, why not top it all off with a dramatic suede coat!

    Fit & Features

    • Faux suede
    • Dramatic collar
    • Three zippers | Two pockets
    • Long hem
    • Button details at the shoulder

    Style Number/Barcode: 06204-0142

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cabin Trip Faux Suede Jacket

    We are having a vision of you on a winter vacay, at the cabin, sippin' hot cocoa, and keeping it cute and cozy in the snow with a toasty sherpa suede coat!

    Fit & Features

    • Faux suede
    • Dramatic collar
    • Sherpa lining
    • Knit ribbed sleeves
    • No pockets
    • Mid-length hem

     

    Style Number/Barcode: 06204-0141

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • As The Leaves Fall Plaid Scarf
    As the leaves fall and the seasons change we want to add a little more layers to our look! This plaid scarf adds a seasonal touch that we are loving right now! Designed with open ends, fringe edges, and a beautiful plaid pattern. Scarf is composed of a woven knit material that is lightweight and over-sized.

    Style Number/Barcode: 07305-0044

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flat Thigh High 50/50 Boots
    Half faux suede, half stretchy nylon, these boots are designed for comfort and style! Featuring a round toe, and a short block heel, with an inner side zipper for easy off and on! Pair with your fav over-sized tee, or with the perfect fall dress!

    Style Number/Barcode: 07402-0028

    Category Name: 2026 Fall Outfit Trends

    Price: $12.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Frayed Plaid Infinity Scarf
    The perfect way to finish off a cold weather outfit is to add the perfect scarf! Designed with a large closed loop, this infinity scarf is easily slipped on and ready to go! Displaying a Scottish tartan plaid pattern and frayed edges, and composed of a tight knit material.

    Style Number/Barcode: 07305-0049

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Velvet Thigh High Boots
    Bring on the velvet! Not only are we obsessed with a clear heel, but we are obsessed with a velvet boot! This pair is designed with an almond toe, a round clear Lucite heel, and an inner zipper. Boots have a tie detail at the top.

    Style Number/Barcode: 07402-0027

    Category Name: 2026 Fall Outfit Trends

    Price: $25.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Simplicity Fitted Midi Skirt

    Make this pencil skirt a wardrobe essential for the office or going-out looks. This classic midi skirt silhouette in ponte fabric has a high-waist design and back slit to move and walk with ease. This pencil skirt midi creates the perfect polished look for work with a long-sleeve blouse or paired with a corset top for a sexy date night ensemble.

    Fit & Features

    • High-rise waist
    • Inner-band for support 
    • Bodycon silhouette
    • Midi-length hem
    • Back slit accent
    • Ponte knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0097

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Frayed Houndstooth Plaid Infinity Scarf
    The perfect way to finish off a cold weather outfit is to add the perfect scarf! Designed with a large closed loop, this infinity scarf is easily slipped on and ready to go! Displaying a houndstooth plaid pattern and frayed edges, and composed of a tight knit material.

    Style Number/Barcode: 07305-0050

    Category Name: 2026 Fall Outfit Trends

    Price: $4.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Faux Fur Collared Bomber Jacket
    Lookin' bomb in a bomber jacket babe! Designed with a collared neckline, long sleeves, and banded hemline this bomber jacket is a winter go to! Jacket also features a zipper closure with an o-ring detail, and traditional slanted pockets at the waist. Jacket is fully lined on the inside and the outside is composed of a super soft faux fur offering little stretch and a relaxed fit.

    Style Number/Barcode: 06201-0065

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Buffalo Plaid Cozy Scarf
    Get curled up with a cozy soft scarf! Designed with open ends with fringe, and a buffalo plaid pattern. Composed of a super soft knit material. Wear loose, or fold up nice and tight!

    Style Number/Barcode: 07305-0039

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Good Vibes Platform Heel Booties
    Bring the good vibes with your better than good style! These booties are designed with an almond toe, a platform sole, and a tall circular heel. They feature an ankle fit and a zipper closure and are composed of a faux suede.

    Style Number/Barcode: 07403-0151

    Category Name: 2026 Fall Outfit Trends

    Price: $24.97 $30.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Popcorn Knit Long Cardigan

    Get a little cozy and layer with a cardigan! Featuring long sleeves and an open design with pockets. This cardigan is composed of a knit popcorn material that is soft and lush! This knit offers plenty of stretch and an over-sized fit.

    Model is 5'7" with 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06005-0158

    Category Name: 2026 Fall Outfit Trends

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Tis' The Season Plaid Scarf
    It's that time of the year where its acceptable to layer your looks! Starting with a cozy over sized scarf! Designed with open frayed ends, and a colorful plaid pattern, and composed of a loose woven knit fabric.

    Style Number/Barcode: 07305-0038

    Category Name: 2026 Fall Outfit Trends

    Price: $5.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Girly Girl Plaid Blanket Scarf
    Show your cute and fem side with a soft pink scarf! Designed with open ends and long fringe at the ends. Scarf displays a buffalo plaid print and is composed of a soft knit material that is over-sized and super cozy!

    Style Number/Barcode: 07305-0037

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Still Got Knit Mini Dress

    Flaunt your love for knit with this casual mini dress! It features a turtle neck, long fitted sleeves and a curve hugging mini length silhouette that rests at the mid-thigh level. Dress is composed of a cable-knit fabric that offers a relaxed fit with a moderate stretch.

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 05102-0186

    Category Name: 2026 Fall Outfit Trends

    Price: $9.97 $35.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Twisted Style Knit Crop Top

    Get that twisted style with this must have knit crop. The top features long fitted sleeves, a cute twist front detail creating a V neckline, and a cropped hem. The knit fabric has moderate stretch.

    Taupe: Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Gray: Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small. 

    Style Number/Barcode: 06001-1882

    Category Name: 2026 Fall Outfit Trends

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale